5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Base Information

• Chemical Name: 5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole
• CAS No.: 157331-70-9
• Molecular Formula: C₁₈H₁₇NO₃S
• Molecular Weight: 327.404

Synonyms:5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Chemical Property of 5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

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Technology Process of 5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

There total 3 articles about 5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

methyl 1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-carboxylate (157331-69-6) → 5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-70-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -20 ℃; for 1h;

DOI:10.1248/cpb.42.846

Reference yield: 91.0%

5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-71-0) → 5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-70-9) + 5-(1-hydroxy-1-butyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-72-1)

Guidance literature:

With n-propylmagnesium bromide; In tetrahydrofuran; at -20 ℃; for 0.333333h;

DOI:10.1248/cpb.42.846

Reference yield: 8.5%

n-propylmagnesium bromide (927-77-5) + 5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-71-0) → 5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-70-9) + 5-(1-hydroxy-1-butyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-72-1)

Guidance literature:

In tetrahydrofuran; at -20 ℃; for 0.333333h;

DOI:10.1248/cpb.42.846

upstream raw materials:

n-propylmagnesium bromide

5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

methyl 1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-carboxylate

Downstream raw materials:

5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

5-(1-hydroxy-1-butyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

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